| 3. Round | 26/09/2020 | Southend United | - | Morecambe FC | 1:2 | ||||
| 8. Round | 24/10/2020 | Tranmere Rovers | - | Southend United | 2:0 | ||||
| 11. Round | 03/11/2020 | Bradford City | - | Southend United | 3:0 | ||||
| 14. Round | 24/11/2020 | Southend United | - | Forest Green Rovers | 0:1 | ||||
| 44. Round | 24/04/2021 | Southend United | - | Leyton Orient | 2:1 |  |
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| 45. Round | 01/05/2021 | Barrow AFC | - | Southend United | 1:2 | ||||
| 46. Round | 08/05/2021 | Southend United | - | Newport County | 1:1 |
England